SU740801A1 - Method of preparing 2-chloro-4-nitro-4'-ethyl-n-beta-cyanoethylamino-1,1'-azobenzene - Google Patents

Description

one

The invention relates to the field of producing dispersed monoazo dyes, in particular to a method for producing 2-HLOR-4-NITRO-4-N-ethyl-N-cyanoethyl amino-1,1-azobenzene, which is used to dye polyester fibers into scarlet. Colour.

A known method for the preparation of 2-chloro-4-nitro-4-N-ethyl-Mp-cyanoethylamino-1, 1-azobenzene (dispersed scarlet polyester) consists in the fact that 2-chloro-4-nitrylaniline is heated with water and hydrochloric acid to 60-70 ° C / stirred for 1 h and cooled to 0-3 ° C. Diazoate the hydrochloric 2-chloro-4-nor-15 troaniline with an aqueous solution of sodium nitrite at.

The diazo solution obtained is filtered, and the unreacted 2-chloro-4-nifoaniline is separated. -20

Prepare a hydrochloric acid solution of N-ethyl-N-β-cyanoethyl aniline.

2-Chloro-4-nitro-4-H-ethyl-H- -cyanethylamino-1, 1 -azobenzene is obtained by combining a diazo-solution with hydrochloric 25 N-ethyl-N-p-cyanoethilaniline in the presence of disulfonaphthalenmethylene disodium salt.

Dilute the reaction mixture with water HL-dye extraction .30

2-Chloro-4-nitro-4-K-ethyl-Mr-cyanoethylamino-1, 1-azobenzene is separated by filtration and washed with water from hydrochloric acid. Exit 89% 1.

The concentration of the target product in the reaction mass is 4.4%.

The disadvantages of the method are: low quality of the product, in particular, insufficient aggregative stability during storage and coagulation of the final form of the dye when wetted with water; a large dilution of the reaction mass, which reduces the production capacity; incomplete diazotization of 2-chloro-4-nitroaniline, which necessitates filtration of the diazo solution and leads to additional losses.

The purpose of the invention is to simplify the process technology, as well as increase the yield of the target product.

The goal is achieved by the fact that upon receipt of 2-chloro-4Nitro-4 N-ethyl Np-i-1-ethylamino-1, 1 -azobenzene by diazotization of 2-chloro-4-nitroaniline, followed by cooling the resulting solution to 0-5-s and combining it with N-ethyl-N-p-cyanthylaniline is proposed to diazotize with nitrosylsulfuric acid with a solution and dissolve the resulting solution before combining with water to a concentration of the diazo compound and sulfuric acid of 5.5-6.0 wt. and 17-20 wt.% respectively. The yield of the product reaches 93%. The proposed dye preparation method makes it possible to stabilize the quality of the product, in particular, to increase the aggregate stability of BQ, CTb dye during storage, to eliminate the coagulation of the release form / dye when wetted with water, to simplify the production technology by eliminating the stage of filtering the diazo solution and preparing hydrochloric acid solution of L-ethyl -Y-p-cyanoethaniline, increase the production capacity, since the concentration of the dye in the reaction mass increases from 4.4 to 8.2%. Example 1. A mixture of 30 g (0.174 g-mol) of 2-chloro-4-nitroaniline and 22.1 g (0.174 g-mol) of nitrosyl sulfuric acid in the form of a 14–15% solution of sulfuric acid is heated to and kept for 1 h at 30-35 0. Then cooled to and added 465 ml of water cooled to, the temperature in the reaction mass should not exceed 3-5 ° C. Then, 0.93 g (0.01 g mol) taken in the form of a 10% aqueous solution of ammonium hydrochloric acid and 2.1 g of the disulfonaphthalenemethylene disodium salt, in the form of a 32% solution, are added. The mixture is cooled to 0 ° C and 31.5 g (0.181 p-mol) of N-ethyl-N-β-ethylenanine are added. The combination is carried out for 1 hour at 1 hour at, then the temperature is raised to 10-1 and stirred for 3 hours. The resulting product is filtered and washed with water to pH 6. 231 g of aqueous paste 2-chloro-4-nitro-4 N are emitted. -ethyl-N.- -cienethylamino -1,1-azobenzene / containing 57.7 g of x substance, yield 93%. Dye shade n. yellower, cleaner, cleaner, n concentration 110% compared with the standard sample. Example 2. 30 g (100%) of 2-chloro-2-nitroaniline are added to 22Dg (100% -nby) nitrosylsulfuric acid in the form of a 14-15% solution in sulfuric acid cooled to and diazotized at h. Cool to 4 and 5 ml of water, cool to. The temperature in the reaction mass should not exceed. Then, 0.93 g of sulfamic acid is added in the form of a 10% aqueous solution and 2.1 g of disulfonaphthalene methylene disodium salt; at a temperature of 31.5 g of N-ztil-N-cyanoethaniline are poured. The mixture is stirred for 1 hour at 0-5 ° C, the temperature is raised to 10 ° C over the next hour, and then stirred for another 3 hours at 10-15 ° C. The resulting product is filtered and washed with water until pH b. Get the target product with a yield of 93.1%. The dye in shade n. yellower in purity: 110% in comparison with a standard sample. Example 3. 30 g of 2-CHLOR-4-nitroaniline is added to 22.1 g of nitrosylsulfuric acid in the form of a 14-15% solution in sulfuric acid. Heat up and diazotize 45 min. Cool before and add 465 ml of water cooled to. Next, carry out the process as described in example 1. Get the target product with a yield of 93.2%. The dye in shade n. yellower, cleaner, cleaner by 110% final concentration compared with the standard sample. Example 4. 30 g of 2-Chloro-4-nitroanilin are added to 22.1 g of nitrosylsulfuric acid in the form of a 15% solution in sulfuric acid. Heat to 30-CB C and diazotize for 1 hour. Cool to about -5 ° C, add 46B ml of water cooled to 3-5 ° C (sulfuric acid concentration 17%, diazonium salt concentration 5.5%). Next, lead the process as described in example 1. Get the target product with a yield of 93%. The dye in shade n. yellower, cleaner, cleaner, at a concentration of 110% compared to a standard sample. Example 5. 30 g of 2-CHLOR-4-Nitroaniline are added to 22.1 g of nitrosylsulfuric acid in the form of a 14% aqueous solution in sulfuric acid. The mixture is heated to 30-35 ° C and diazotized for 1 hour. It is cooled to O-C , add 390 ml of water, cooled to (concentration of sulfuric acid 20%, concentration of diazonium salt 6., 0%). Next, the process is carried out as described in program 1. Obtain the target product with an output of 93.6%. The dye in shade n. It is purer in purity, 110% in comparison with the standard sample. of the invention. A method for the preparation of 2-: lor-4-nitro-4-H-ethyl-K-cyanoethylamino-1, -1 -azobenzene by diazotization of 2-chloro-4-nitroanilium, cooling the resulting solution of diazocompound before and followed by combining it with N- ethyl yl cyanethyl aniline in the presence of disulfonaphthalenmethylene disodium salt, distinguished by the fact that, in order to simplify the process technology and increase the yield of the target product, 2-chloro-4-n-t-ananiline diazotization is carried out with nitrosylsulfonyl sulfate

5 7408016

acid at 5-40 C and the resulting ra-Sources of information

STVOR diazo compounds are diluted taken into account when examining

Doy before combination with N-ethyl-MR-1. Technological regulations № 711

-cyanoethyl aniline to the concentration of production of the base dispersed

diazo compounds and sulfuric acid and p-ether. Rubezhansky Pro5, 5-6 wt.% And 17-20 wt.% Respectively-5 Production Association Red, 1976, p. 6-12 (prototype).

Claims (5)

Claim Production method 2-chloro-4-nitro-4 -Ν- 3ΤΗπ-Ν-β cyanethylamino-1,1'-azobenzene by diazotization of 2-chloro- 4-nitroaniline, by cooling the resulting diazo compound solution to 0-5 ° C and then combining it with Ν-ethyl-I-p-cyanethylaniline in the presence of disulfonaphthalenmethylene disodium salt, characterized in that, in order to simplify the process technology and increase the yield of the target of the product, the diazotization of 2-chloro-4-nitroaniline is carried out with a 65 sulfuric acid solution of nitrosylsulfuric acid at 5–40 ° C and the resulting diazocompound solution is diluted with water before combination with Ν- & τι ι-Ν-β-cyanethylaniline to the concentration of the diazocompound and sulfur oh acid 5.5-6% by weight and 17-20% by weight, respectively. 740 801 6